Explosive and process of making same



stirs Ares PATENT oFFics.

BGBEET C. MOB-AN, O'F WOODBURY, NEW JERSEY, A-SSIGNOR TO B. I. DU FONTDE NEMOURS & COMPANY, OF WILMINGTON, DELAWARE, CORPORATION OF DELA-WARE.

EIXIELOSIVE AND PROCESS OF MAKING SAME.

No Brewing.

To all whom tr/Lay; concern:

Be it known that I, ROBERT C. MORAN, a citizen of the United States, anda resident of Woodbury, in the county of Gloucester and State of NewJersey, have invented certain new and useful Explosives and Proc cssesof Making Same, of which the fol lowing is a specification.

My invention relates particularly to a processfor producing'a newexplosive 0t advantageous character and the product thereof. The objectof my invention is to provide new and useful explosive compoundssuitable for use in detonators and so-callcd booslerch'arges. My processfur-- nishes a simple and economical means of producin new explosives ofthe nitramine type and liaving aside chain attached to the amino groupcomprising a nitric ester of an aliphatic alcohol.

I have discovered that the condensation product of a primary oxyaminewith dinitrochlorbenzene nitrates very readily in the presence ofsulphuric and nitric acid, forming a compound having: a plurality ofnitro groups attached to the ring, a nitramind radicahand a side chain,attached to the amino group of said radcal. comprising a nitric ester ofan aliphatic alcohol. I or example, if condense .2,4rdinitrochlorbenzenc with amino-ethyl alcohol, I obtain dinitrmphenylamino-ethanol I which on nitration yields'irinitrophenyl-nitramino-ethyl nitrate. Although the exact details ofthe "various steps of my process may be varied, I have found thefollowing to yield a very satisfactory explosive c0n1p0undi- .100 partsby weight of 2, 4-dinitrochlorbenzene are dissolved in. 510 parts of 95%alcohol. 30 parts of amino-ethyl alcohol are then added and the solutionwarmed to 70 .20 parts of NaOH are dissolved in 30 parts of water andthis solution added slowly with agitation keeping the temperature at 70-80 G. The reaction mixture is then cooled and filtered. The filtrate iscon centrated to throw out the crystals of dini trophenylamino ethanol.This product then dissolved, one part to lo parts, in 95% 1,50 .lreepingthe temperature below (l. and added slowly with agitation to 3 parts ofnitric acid of 1A? specific gravity Application filed January 26,4925Serial No. 4,960.

keeping the temperature at 30 to After addition is complete the mixtureis held at 40 to C. for /2 hour to 1 hour. The final producttrinitrophenyl-nitraminoethyl nitrate gradually separates out and isrecovered by drowning in water, separated, washed and neutralized by anyof the well known methods.

"The compound which I obtained by the above described process was'ayellow pow der which, whenrecrystallized from benzone, gave a meltingpoint of l25l26 C. The percentage of nitrogen asdetormined on anitrometer was 7.45 as compared to 7.52%; the theoretical nitrogencontent of trinitrophenyl uitramino ethyl llltl'illl. IVhen decomposedwith sodium carbonate and neutralized with hydrochloric acid, the

new compound yielded'picric acid, indicating three nit-r0 groupsattached to the ring. The compound flushed when heated on a steelspatula and detonated with great violence when primed with fulminatc ofmen-- cury.

This new explosive is particularly well adapted for use in blasting-capsand in socalled booster charges, or in any of the numerous explosivedevices for which such explosives as trinitz'otoluene, picric acid andtetryl have found usefulness. For exmnple, in a blasting cap shell, Ihave found that a compressed charge consisting of 3.5 grains oftrinitrophenyl nitramino-rthyl nitrate in 'the base of the shell and apr er of grains of a 90-10 mixture of fulmii' tcand chlorate with asuperimposed inner capsule exhibits an explosive force entirely com.-

arable with that given by tetryl loaded and Ere-d under the sameconditions.

While I have described my invention above in detail, I wish it to beunderstood that many changes may be made therein Without departing fromthe spirit of my invention. For example, I do not wish to confine myselfto any particular method of condensation or nitration, or to the use ofany particular chlor aromatic compound or aliphatic amino alcohol. Thus,instead of dinitrochlor-benzcne I may use dinitrochlortoluene, and inplace of amino-ethyl alcohol, I may use other saturated or unsaturatedmonohydric alcohols containing, preferably,

less than five carbon atoms, such as aminomethyl alcohol, amino-propylalcohol, amino-propenyl or iso-propenyl alcohol, etc. The. nitrationshould preferably be allowed to proceed until a nitro group as well as anitrate group has been introduced into the nitrophenylamino-alkanol.

I claim:

1. A process of producing an explosive compound which comprisescondensing an amino aliphatic alcohol with a nitrcmhlor aromatic.con'ipound and nitratins, the resulting product of condensation.

2. A process of producing an explosive compound which comprisescondensing amino-ethyl alcohol with a nitro-chlor aromatic compound andnitrating the product of condensation.

3. A process of producing an explosive compoiuul which comprisescondensing amino-eihyl alcohol with dinitrmrhlorbenzone and nitrating:the resulting product of condensation.

l. A process of producing an explosive compound which comprisesnitrating an aromatic amino cimtaining an alcoholic. side chain attachedto the amino group.

A process of producing an explosive compound which comprises nitratinedinitrophcnylaminoethanol.

6. An explosive con'ipr'ising an armnatic nitraminc compound having aplurality of nitro groups attached to the ring, and an aliphatic radicalattached to the amino group comprising a nitric ester of :in alcohol.

7. An explosive comprising the organic product obtained by nitrating anaromatic amino containing analcoholic side chain a;- tached to the aminogroup.

8. An explosive comprising a nitro arylnitraninm-allc l nitrate.

9. An explosive comprising a nitro-aryl nitramino-alkyl nitrate, thealkyl radical of said nitrate containing from 1 to at carbon atoms.

10. An explosive comprising trinitrophenyl-nitramino-alkyl nitrate, thealkyl radical of said nitrate containing from 1 to at carbon atoms.

11. An eaplosive comprising a nitrophenyl-nitramino-ethyl nitrate.

12. An explosive comprising trinitrophenyl'nitramino-ethyl nitrate.

18. A booster charge comprising a nitroaryl-nitramino-ethyl nitrate, thearyl groups having a benzene ring nucleus.

.l-l. 2, l. G-trinitrophenyl-nitramino-ethyl nitrate.-

l5. A compound consisting essentially of trinitrophenylnitrainino-ethylnitrate, said compound having, in powdered form, a yellow color and,when recrystallized from its solution in benzene, a melting point of1'25-- 126 C.

In testimony whereof I affix my signature.

ROBERT C. MORAN.

